3-Nitrochalcone → FR 76830

HRID 981171

반응식

HRID 981171 반응식
[N+:1]([C:4]1[CH:5]=[C:6]([CH:10]=[CH:11][C:12]([C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=O)[CH:7]=[CH:8][CH:9]=1)([O-:3])=[O:2].[O:20]1[CH2:25][CH2:24][N:23]([CH2:26][CH2:27][NH:28][C:29](=[O:34])/[CH:30]=[C:31](\[NH2:33])/[CH3:32])[CH2:22][CH2:21]1>C1(C)C=CC=CC=1>[O:20]1[CH2:21][CH2:22][N:23]([CH2:26][CH2:27][NH:28][C:29]([C:30]2[C:31]([CH3:32])=[N:33][C:12]([C:14]3[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=3)=[CH:11][C:10]=2[C:6]2[CH:7]=[CH:8][CH:9]=[C:4]([N+:1]([O-:3])=[O:2])[CH:5]=2)=[O:34])[CH2:24][CH2:25]1

참가 물질

4

반응물 2

HCID 948623-NitrochalconeHCID 67887672N-(2-morpholinoethyl)-3-aminocrotonamide

생성물 1

HCID 3082657FR 76830수율 31.2%

시약·촉매·용매 1

HCID 1140Toluene용매

실험 절차

A mixture of 3-(3-nitrophenyl)-1-phenyl-2-propen-1-one (20 g) and N-(2-morpholinoethyl)-3-aminocrotonamide (21.9 g) in toluene (200 ml) was refluxed for 5 hours. After allowing to cool at ambient temperature, the reaction mixture was concentrated in vacuo. The residue was subjected to a column chromatography on silica gel eluting with a mixture of ethyl acetate and tetrahydrofuran (100:1 V/V). The fractions containing the object compound were combined and concentrated in vacuo. The residue was recrystallized from ethyl alcohol to give 3-(2-morpholinoethylcarbamoyl)-2-methyl-4-(3-nitrophenyl)-6-phenylpyridine (11.0 g, yield 31.2 %).

후처리

  1. temperaturewas refluxed for 5 hours
  2. concentrationthe reaction mixture was concentrated in vacuo
  3. additionThe residue was subjected to a column chromatography on silica gel eluting with a mixture of ethyl acetate and tetrahydrofuran (100:1 V/V)
  4. additionThe fractions containing the object compound
  5. concentrationconcentrated in vacuo
  6. customThe residue was recrystallized from ethyl alcohol

출처 및 근거

ORD 기록
ord-4f97f305f22c4bd88719d003fcadee63
출처 데이터셋
uspto-grants-1991_02
특허 번호
US04990507

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